Preparation of 1,2,3,3-tetrachloropropene
The dehydrochlorination of 1,1,2,3,3-pentachloropropane to produce 1,2,3,3-tetrachloropropene is conducted using aqueous alkali metal hydroxide in the substantial absence of added ethanol.The 1,2,3,3-tetrachloropropene is recovered from the reaction mixture in the substantial absence of added ether. The preferred methods of recovery are steam distillation and flash distillation.
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Claims
1. In the method wherein 1,2,3,3-tetrachloropropene is produced by the dehydrochlorination of 1,1,2,3,3-pentachloropropane, the improvement wherein the dehydrochlorination is conducted in an emulsion reaction mixture using aqueous alkali metal hydroxide in the substantial absence of added ethanol.
2. The method of claim 1 wherein said alkali metal hydroxide is sodium hydroxide, potassium hydroxide, or a mixture thereof.
3. The method of claim 1 wherein said alkali metal hydroxide is potassium hydroxide.
4. The method of claim 1 wherein said alkali metal hydroxide is sodium hydroxide.
5. The method of claim 1 wherein the temperature at which the dehydrochlorination is conducted is in the range of from 5.degree. C. to 95.degree. C.
6. The method of claim 1 wherein the temperature at which the dehydrochlorination is conducted is in the range of from 20.degree. C. to 90.degree. C.
7. The method of claim 1 wherein the temperature at which the dehydrochlorination is conducted is in the range of from 40.degree. C. to 85.degree. C.
8. In the method wherein 1,2,3,3-tetrachloropropene is recovered from a reaction mixture produced by the dehydrochlorination of 1,1,2,3,3-pentachloropropane, the improvement wherein:
- (a) the reaction mixture from which the 1,2,3,3-tetrachloropropene is recovered is an emulsion reaction mixture; and
- (b) the recovery is conducted in the substantial absence of added ether.
9. In the method wherein 1,2,3,3-tetrachloropropene is recovered from a reaction mixture produced by the dehydrochlorination of 1,1,2,3,3-pentachloropropane, the improvement wherein:
- (a) the reaction mixture from which the 1,2,3,3-tetrachloropropene is recovered is an emulsion reaction mixture; and
- (b) the recovery is conducted by distillation.
10. The method of claim 9 wherein said distillation is steam distillation.
11. The method of claim 9 wherein said distillation is flash distillation.
12. In the method wherein 1,2,3,3-tetrachloropropene is produced by the dehydrochlorination of 1,1,2,3,3-pentachloropropane and the 1,2,3,3-tetrachloropropene so produced is recovered from the reaction mixture, the improvement wherein:
- (a) the dehydrochlorination is conducted using aqueous alkali metal hydroxide in the substantial absence of added ethanol;
- (b) an emulsion reaction mixture is formed during the dehydrochlorination reaction;
- (c) the 1,2,3,3-tetrachloropropene is recovered from the emulsion reaction mixture; and
- (d) the recovery of 1,2,3,3,-tetrachloropropene from the emulsion reaction mixture is conducted in the substantial absence of added ether.
13. The method of claim 12 wherein:
- (a) said alkali metal hydroxide is sodium hydroxide;
- (b) the temperature at which the dehydrochlorination is conducted is in the range of from 5.degree. C. to 95.degree. C.; and
- (c) the recovery is conducted by distillation.
14. The method of claim 13 wherein the distillation is steam distillation or flash distillation.
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Type: Grant
Filed: Feb 19, 1997
Date of Patent: Sep 22, 1998
Assignee: PPG Industries, Inc. (Pittsburgh, PA)
Inventors: Robert H. Tang (Murrysville, PA), G. V. Bindu Madhavan (Monroeville, PA), Yingchao Zhang (Monroeville, PA)
Primary Examiner: Alan Siegel
Attorney: George D. Morris
Application Number: 8/802,704
International Classification: C07C 2100;
